Holiday Rentals San Simone from 919.445 ₫: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for San Simone holiday rentals

A dining area with tables set for two, a wicker hanging light fixture, and a view of a lush garden.

1. Masseria Li Foggi

Gallipoli

Jaime

3.655.025 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A poolside area with lounge chairs, a pool, and a tropical garden.

2. Relais Regina Rosanna

Gallipoli

Océane

A rooftop pool area with wooden loungers and a hot tub.

3. Equinox house

Tuglie

Nadège

1.790.112 ₫ total

includes taxes & fees

4 Oct - 5 Oct

4. Villa Giovanna

Racale

"LIiRE très attentivement les informations. Car je suis arrivée vers 22h30 et il n'y a personne à la réception..dans la précipitation de mon départ réservation la veille j' ai pas fait attention aux horaires mais c'est écrit. Le chekin se termine à 19h30 ce qui est déjà très tôt. Mais aucune personne pour vous donner les clefs sauf si vous appelez et déboursé 50 euros !!! Plus cher que le prix votre nuits !!! Mais une personne est arrivée dans le demi-heure. La chambre malgré que tout était...

Silvana

919.445 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A sunset view from a poolside area with lounge chairs and a glass of wine.

5. Villa Dune Luxury Roof Top Pool Wellness

Bai Verde

cathy

6.694.099 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A rooftop terrace with white wicker furniture, potted plants, and a view of the sea.

6. Palazzo Mosco

Gallipoli Historic Center

Deanna

4.130.244 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A sunlit outdoor seating area with wicker furniture, a cactus plant, and a tray with bread and flowers.

7. Domus Dejana

Gallipoli Historic Center

Alberto

1.861.961 ₫ total

includes taxes & fees

4 Oct - 5 Oct

An outdoor dining area with tables and chairs, surrounded by stone walls and greenery.

8. Relais Il Mignano

Centro Storico

Pasquale

3.586.649 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A hotel room with a bed, two bedside tables, a sofa, and an air conditioning unit.

9. LE DUE DIMORE

Collepasso

1.774.234 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A bedroom with a bed, bedside tables, a chair, and a view of an outdoor balcony.

10. Ventidimaregallipoli

Lido San Giovanni

Maria

29.119.620 ₫ total

includes taxes & fees

7 Oct - 8 Oct

11. Villa Ghetta Country House

Leverano

Stefania

1.401.948 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A spacious interior with a high arched ceiling, a bar area with stools, and a seating area with two chairs.

12. Palazzo Circolone

Poggiardo

David

3.351.532 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A balcony with potted plants and a metal watering can.

13. B&B Dimora San Vincenzo

Gallipoli Historic Center

"This B&B is located in the very heart of historical center of Gallipoli and within a walking distance to everything important. It has no lift but a lot of stairs. The breakfast was served on the roof terrace. The property is not reachable by car (you will need to walk with your luggage at least 150 metres) and has NO parking, even though the property info on hotels.com says that "it is available". We ended up parking 1km away from this place. "

Erich

2.175.793 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A hotel room with a bed, bedside table, lamp, and a painting on the wall.

14. Suite Porta Terra

Gallipoli Historic Center

"La réception se trouve à 10min a pied de l hôtel Nous avons pas été prévenu à l’avance. Le logement est sombre, donne sur une mini cour intérieure/terrasse partagée avec un autre logement et où sont entreposés un ancien meuble de salle de bain et une échelle. Il y avait même une vielle assiette en plastique. Pour finir, la montée de escalier est très penture et étroite, pas du tout pratique avec des valises Autrement la chambre est correcte"

Florian

1.881.385 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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Top San Simone Hotel Reviews

Grand Hotel di Lecce

10/10 Excellent

"A good one night stay. Very close to the train station so handy for onward travel. Breakfast was quite limited, but apart from that our stay was perfectly fine"

Masseria Donna Menga

10/10 Excellent

"This property is beautiful. The facilities, the staff, the service, the food... We spent a week there, and used it as a base to visit Gallipoli, Nardo, Lecce, Ostuni. It's not a place to spend a week if you are not planning to go sightseeing etc, as it is remote and there's nothing around it. It can be a bit off putting on arrival to see the surrounding area of agricultural land and not much else, but the Masseria itself is an oasis of calm once you are inside. This is a place that needs a car. Although the masseria can arrange taxis, the quotes we had were very expensive, so we relied on our car. Food at the masseria is lovely. We enjoyed good breakfasts and a few evening meals there, which were of very high quality. Above all, it is the truly exceptional staff that make this place - everyone we encountered is a credit to the masseria."

Victoria Palace Hotel & Zen Wellness

10/10 Excellent

"We arrived early and were offered use of the pool, changing room and lunch. Our room was ideal, and well fitted (although no kettle, available on request). It was nice and quiet, both by the pool and in the room, and an easy 5 minute walk to the beachfront with cafes, bars and shops. We had a car and parking was easy, so it made this hotel an ideal base to explore the Salento area and Gallipoli. All the staff were friendly, both on the desk and at breakfast which was a buffet style with some hot options. On departure we were again offered an room extension, use of the pool all day and the Spa to freshen up. All in all could not be faulted."

Palazzo Presta

10/10 Excellent

"Hotel was very helpful with recommendations on places to see and places to eat not only in gallipoli but tricase porto, otranto, and galetina. Also made reservations for us. They were particularly helpful wither parking lot, which is 850 meters from hotel. They had us call ten minutes before arriving in gallipoli and jetty was waiting for us at garage to pick up luggage and take us into old town-no cars. Also fast service to get us to car for drives around area and pickups. We should have stayed 1 or 2 more nights because located nicely in old town near lots of activities."

Le Dune Suite Hotel

8/10 Good

"The breakfast was ok but if you arrived after 9.30 (breakfast finishes at 10am) the food was being cleared away, tables weren't re-laid. Staff at breakfast weren't very friendly and it was difficult getting a coffee. The main waiter was incredibly rude and almost took a croissant from my husband on the first day! Reception staff were friendly and helpful. Room nice - although beware suite if you have mobility issues as bed very low and shower / bath up a number of stairs. Restaurant opposite hotel on beach (where you could use your half board voucher ) was excellent and very good value. Good location for beach and close to bus to harbour area."

Frequently asked questions

Can I find holiday rentals in San Simone?

Yes, there are holiday rentals close to the most popular sights in San Simone, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in San Simone?

While exploring the area, visit family-friendly sights like Parco Acquatico Splash, or get outside and enjoy nature at Padula Bianca Beach. In the wider area, you’ll find Rivabella Beach and Lido Conchiglie Beach.

What are holiday rentals like in San Simone?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Simone. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for San Simone holiday rentals

1. Masseria Li Foggi

2. Relais Regina Rosanna

3. Equinox house

4. Villa Giovanna

5. Villa Dune Luxury Roof Top Pool Wellness

6. Palazzo Mosco

7. Domus Dejana

8. Relais Il Mignano

9. LE DUE DIMORE

10. Ventidimaregallipoli

11. Villa Ghetta Country House

12. Palazzo Circolone

13. B&B Dimora San Vincenzo

14. Suite Porta Terra

Find holiday rentals that suit your style

Top San Simone Hotel Reviews

Grand Hotel di Lecce

Masseria Donna Menga

Victoria Palace Hotel & Zen Wellness

CDSHotels Grand Hotel Riviera

Torre Assunta Hotel

Palazzo Presta

Masseria Corsano

Palazzo Mosco

Le Dune Suite Hotel

Frequently asked questions

Expedia's Latest Trends

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Search Holiday Rentals in San Simone

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Simone holiday rentals

1. Masseria Li Foggi

2. Relais Regina Rosanna

3. Equinox house

4. Villa Giovanna

5. Villa Dune Luxury Roof Top Pool Wellness

6. Palazzo Mosco

7. Domus Dejana

8. Relais Il Mignano

9. LE DUE DIMORE

10. Ventidimaregallipoli

11. Villa Ghetta Country House

12. Palazzo Circolone

13. B&B Dimora San Vincenzo

14. Suite Porta Terra

Find holiday rentals that suit your style

Top San Simone Hotel Reviews

Grand Hotel di Lecce

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app